There’s a move afoot to draw increased attention to the trace Daniel Boone carved out of the wilderness and into Kentucky. You can still drive much of the route on paved highways, but these days a lot of folks take I-75 instead. It’s faster, but not nearly as interesting. As Charles Kuralt said, “Interstate highways allow you to drive coast to coast, without seeing anything.”

"Boone's Trace" into the Transylvania Purchase went through the Cumberland Gap and north to Boonesborough. Other branches of the Wilderness Road went further westward. Map from Wikimedia Commons